(S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate

Base Information

• Chemical Name: (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate
• CAS No.: 197892-14-1
• Molecular Formula: C17H26N2O5
• Molecular Weight: 338.404
• Mol file: 197892-14-1.mol

Synonyms:

Chemical Property of (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate

Chemical Property:

• PSA: 96.89000
• LogP: 2.97030

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-Dab(Z)-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate

There total 7 articles about (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

methyl (2S) 2-N-tert-butyloxycarbonyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate (226212-75-5) → (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate (197892-14-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jo501639m

Reference yield: 84.0%

→ (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate (197892-14-1)

Guidance literature:

Reference yield: 50.0%

(2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid (3350-20-7,47461-65-4,70882-68-7) → (S)-benzyl tert-butyl (4-hydroxybutane-1,3-diyl)dicarbamate (197892-14-1)

Guidance literature:

(2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 ℃; for 4h;

upstream raw materials:

(2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid

Boc-Dab(Z)-OH DCHA salt

Boc-Gln-OH

(2S)-4-amino-2-[(tert-butoxycarbonyl)amino]butanoic acid

Downstream raw materials:

C₂₈H₃₈N₂O₆S

(S)-4-benzyloxy-3-N-Boc-1-N'-Z-butane-1,3-diamine

Refernces

• 1、 Bhingardeve, Pramod,Madhanagopal, Bharath Raj,Ganesh, Krishna N.. "Cγ(S/ R)-Bimodal Peptide Nucleic Acids (Cγ- bm-PNA) Form Coupled Double Duplexes by Synchronous Binding to Two Complementary DNA Strands". . p. 13680 - 13693. Retrieved 2020/12/15.
• 2、 -. "HIV PROTEASE INHIBITOR AND CYTOCHROME P450 INHIBITOR COMBINATIONS". Page/Page column 46. . Retrieved 2009/10/18.